3320. 1,4-Diphenyl-1,3-butadiene

Nomenclature

CAS number: 886-65-7
1,1′-(1,3-Butadiene-1,4-diyl)bisbenzene; distyryl; bistyryl; 1,4-diphenylerythrene.
C16H14; mol wt 206.28.
C 93.16%, H 6.84%.

Description and references

Prepd by the condensation of phenylacetic acid and cinnamic aldehyde: Kuhn, Winterstein, Helv. Chim. Acta 11, 103 (1928); Corson, Org. Synth. 16, 28 (1936). This method yields the (E,E)-form.

Chemical structure

Derivative

(E,E)-Form.

Nomenclature

CAS number: 538-81-8

Properties

Crystals, mp 149.7°. bp720 350°. Soluble in alcohol; sparingly sol in ether.

Derivative

(Z,Z)-Form.

Nomenclature

CAS number: 5807-76-1

Properties

Leaflets, needles, mp 70.5°. Changes to the (E,E)-form under the influence of light. d4100.6 0.9697. n100.6 1.61831; n100.6 1.66748; nHe100.6 1.63473. Soluble in ether, chloroform, benzene, petr ether, hot glacial acetic acid, slightly sol in alcohol.

Derivative

(1E,3Z)-Form.

Nomenclature

CAS number: 5808-05-9

Properties

Obtained only in the absence of light. Oily liquid or crystals, mp 88°. bp0.1 133-135°. d422 0.9974. n22.2 1.59679; n22.2 1.62830; nHe22.2 1.60532.